Top Holiday rentals in Cyclades

Find the Top Holiday rentals in Cyclades – 500+ Quality Options from Leading Providers

Destination
Where to?
Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
2Filter & Sort
21-40 out of 505 holiday rentals
2Filter & Sort
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
6 adults
3 bedrooms
3 beds
From   US$ 411 /nightSelect
  • Private pools with Aegean Sea views
  • Full-service on-site spa treatments
  • Outdoor dining by the pool
4 adults
2 bedrooms
2 beds
From   US$ 164 /nightSelect
  • Stylish villas with outdoor plunge pools
  • Heated winter pools for year-round comfort
  • Daily a la carte breakfast served in villas
  • Hot tub
  • Espresso machine
  • Daily maid service
From   US$ 604 /nightSelect
  • Cave-style accommodation with breathtaking views
  • Private hot tubs in all units
  • Homemade breakfast on private veranda
  • Infinity Pool
  • Natura Spa
  • Private Parking
From   US$ 527 /nightSelect
  • Private outdoor pools in elegant accommodations
  • Nikkei cuisine at Akau Restaurant
  • Serene Natura Spa for relaxation
  • Outdoor Pool
  • Massage Spa
  • Furnished Terraces
From   US$ 235 /nightSelect
  • Aegean Sea views from furnished terraces
  • Outdoor pool with sun loungers
  • On-site massage spa services
  • Terrace Views
  • On-site Parking
  • Spa Services
From   US$ 779 /nightSelect
  • Stunning sea and volcano views
  • Air-conditioned self-catering villas
  • Traditional white house design
  • Sea views
  • Bicycle rental
  • Private parking
From   US$ 407 /nightSelect
  • Accommodation with stunning sea views
  • Bicycle rental service available
  • Buffet breakfast with local specialties
  • Heated pool
  • Private terrace
  • Outdoor dining
From   US$ 496 /nightSelect
  • Private heated swimming pools
  • Breathtaking sunset and Aegean views
  • On-site spa services available
  • Four-poster beds
  • Private terraces
  • American breakfast
From   US$ 350 /nightSelect
  • Stylish suites with sea views
  • Four-poster beds in all suites
  • On-site exclusive massage treatments
  • Private Villas
  • Sea Views
  • Outdoor Pool
From   US$ 199 /nightSelect
  • Private entrance villas with sea views
  • Outdoor swimming pool with sun loungers
  • Fully equipped kitchenette in every villa
  • Outdoor pool
  • Massage services
  • Private parking
From   US$ 84 /nightSelect
  • Panoramic views over the Aegean Sea
  • Seasonal outdoor saltwater pool
  • Horse riding available on-site
  • Jacuzzi
  • Private entrance
  • Air conditioning
From   US$ 370 /nightSelect
  • Unrestricted Aegean Sea views from rooftop
  • Luxurious villa with outdoor dining area
  • Year-round outdoor swimming pool
  • Private Pools
  • Jacuzzi
  • Spa Services
From   US$ 732 /nightSelect
  • Stunning Aegean Sea views
  • Private infinity pools in villas
  • Luxurious Cycladic architecture
  • Private pool
  • On-site spa
  • Outdoor play area
From   US$ 1 821 /nightSelect
  • Private pool with serene garden views
  • On-site spa offering diverse treatments
  • 7 spacious bedrooms for large groups
Holiday home
  • Hot Tub
  • Sea Views
  • Family Rooms
From   US$ 229 /nightSelect
  • Hot tub with stunning mountain views
  • Private balconies with sea views
  • Activities like hiking and snorkeling
  • Outdoor pool
  • Yoga classes
  • Spa services
From   US$ 645 /nightSelect
  • Spa facilities with multiple massage options
  • Outdoor swimming pool with garden views
  • Yoga classes available on-site
  • Infinity Pool
  • Private Terrace
  • On-site Chef
From   US$ 1 517 /nightSelect
  • Infinity pool with caldera view
  • 24/7 concierge service available
  • Stunning sunset wedding venue
  • Hot tub
  • Garden
  • BBQ
From   US$ 512 /nightSelect
  • Aegean Sea and caldera views
  • Hot tub and massage services
  • Table tennis for entertainment
  • Heated Pool
  • Air Conditioning
  • Outdoor Jacuzzi
From   US$ 579 /nightSelect
  • Heated outdoor pool with hydromassage jets
  • Stylish units with contemporary furnishings
  • Panoramic Aegean Sea and Caldera views
From   US$ 805 /nightSelect
Located in the Oia Caldera district and around a 17-minute walk from Melitini, the smoke-free 270 Oia'S View Villa features 7 rooms plus a swimming pool.